Leland is building the home for ambition in the age of AI. We connect people with the experts, programs, and communities they need to land the job, get into the school, or upskill for a world being rewritten by AI. We help businesses become AI-native through training, hiring, and infrastructure. Since our founding in 2021, we've helped tens of thousands of people reach their most ambitious goals and raised $19M from world-class investors. Ambition is sacred to us, and we've built a product that takes that seriously.
We’re seeking AI consultants, Heads of AI, and product or growth leaders driving AI initiatives to coach professionals and business leaders on how to adopt and scale AI within organizations. Coaches help mentees understand how to identify high-impact use cases, develop AI strategies, and lead successful AI transformations across teams and functions. Ideal candidates have experience leading AI strategy, implementation, or transformation efforts within companies or through advisory roles, and can translate that experience into clear, actionable guidance. Coaches set their own hours and rates, host sessions virtually, and partner with our team to deliver practical, high-impact coaching.
Why Leland?The chance to join a world-class team helping people achieve their career and educational dreams
Work in a collaborative, high-energy environment where your contributions have a direct impact
Operate in a fast-paced, AI-native environment
We don't hire people who merely want to work for a great company; we hire people who want to make a great company
Leland is an equal opportunity employer. We encourage candidates of all backgrounds and demographics to apply.
Skills Required
- Experience leading AI strategy, implementation, or transformation efforts within companies or through advisory roles
- Experience as an AI consultant, Head of AI, or product/growth leader driving AI initiatives
- Ability to coach professionals and business leaders on identifying high-impact use cases and developing AI strategies
- Ability to translate hands-on experience into clear, actionable guidance
- Comfort delivering virtual coaching sessions and partnering with a team to deliver programs
What We Do
Leland is a coaching marketplace that provides access to coaching, content, and courses to help individuals achieve their career and educational goals.








